Hexadecanoic acid, methyl ester
- Formula: C17H34O2
- Molecular weight: 270.4507
- IUPAC Standard InChIKey: FLIACVVOZYBSBS-UHFFFAOYSA-N
- CAS Registry Number: 112-39-0
- Chemical structure:
This structure is also available as a 2d Mol file - Other names: Palmitic acid, methyl ester; n-Hexadecanoic acid methyl ester; Metholene 2216; Methyl hexadecanoate; Methyl n-hexadecanoate; Methyl palmitate; Uniphat A60; Emery 2216; Radia 7120; Acide hexadecanoique methyl ester
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Condensed phase thermochemistry data
Go To: Top, Phase change data, Reaction thermochemistry data, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°liquid | -344.60 ± 0.91 | kcal/mol | Ccb | Gerasimov, Blokh, et al., 1986 | Authors Hf298_condensed=-762.4±3.8 kJ/mol; ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -2415.63 ± 0.91 | kcal/mol | Ccb | Gerasimov, Blokh, et al., 1986 | Authors Hf298_condensed=-762.4±3.8 kJ/mol; Corresponding ΔfHºliquid = -344.60 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -2550.0 ± 0.1 | kcal/mol | Ccb | Freedman, Bagby, et al., 1989 | Corresponding ΔfHºsolid = -210.2 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°solid,1 bar | 118.33 | cal/mol*K | N/A | Wirth, Droege, et al., 1956 | DH |
Constant pressure heat capacity of solid
Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
113.40 | 298.15 | Wirth, Droege, et al., 1956 | T = 15 to 297 K.; DH |
Phase change data
Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tfus | 304. | K | N/A | Chickos, Braton, et al., 1991 | Uncertainty assigned by TRC = 1. K; TRC |
Tfus | 303.05 | K | N/A | Gaikwad and Subrahmanyam, 1985 | Uncertainty assigned by TRC = 0.35 K; TRC |
Tfus | 302.74 | K | N/A | Wirth, Droege, et al., 1956, 2 | Uncertainty assigned by TRC = 0.1 K; TRC |
Tfus | 302. | K | N/A | Whitmore, Sutherland, et al., 1942 | Uncertainty assigned by TRC = 2. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 23.1 ± 0.1 | kcal/mol | N/A | van Genderen, van Miltenburg, et al., 2002 | AC |
ΔvapH° | 23.0 | kcal/mol | GC | Krop, Velzen, et al., 1997 | Based on data from 463. to 523. K.; AC |
ΔvapH° | 22.3 | kcal/mol | CGC | Chickos, Hosseini, et al., 1995 | Based on data from 433. to 473. K.; AC |
Reduced pressure boiling point
Tboil (K) | Pressure (atm) | Reference | Comment |
---|---|---|---|
436.7 | 0.005 | Aldrich Chemical Company Inc., 1990 | BS |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
22.3 | 350. | N/A | van Genderen, van Miltenburg, et al., 2002 | AC |
19.9 ± 0.1 | 397. | N/A | van Genderen, van Miltenburg, et al., 2002 | AC |
18.7 | 498. | GC | Husain, Sarma, et al., 1993 | Based on data from 453. to 543. K.; AC |
19.7 | 426. | A | Stephenson and Malanowski, 1987 | Based on data from 411. to 543. K. See also Rose and Schrodt, 1963.; AC |
19.7 | 393. | MG,OM | Scott, Macmillan, et al., 1952 | Based on data from 378. to 445. K.; AC |
17.1 | 437. | N/A | Bonhorst, Althouse, et al., 1948 | Based on data from 422. to 475. K.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
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Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
421.7 to 475.4 | 6.24091 | 3709.672 | -1.062 | Bonhorst, Althouse, et al., 1948 | Coefficents calculated by NIST from author's data. |
Enthalpy of sublimation
ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
36.4 ± 0.5 | 296. | ME | Davies and Kybett, 1965 | Based on data from 291. to 301. K. See also Stephenson and Malanowski, 1987.; AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
3.5782 | 302.2 | King and Garner, 1936 | DH |
13.4 | 305.2 | Nikolic, Marinovic-Cincovic, et al., 2003 | See also Chickos, Zhao, et al., 2004.; AC |
16.29 | 307.2 | Acree, 1993 | AC |
Reaction thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change data, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.
Individual Reactions
By formula: C17H32O2 + H2 = C17H34O2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -32.43 ± 0.60 | kcal/mol | Chyd | Rogers and Siddiqui, 1975 | liquid phase; solvent: n-Hexane |
By formula: C17H32O2 + H2 = C17H34O2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -29.30 ± 0.24 | kcal/mol | Chyd | Rogers and Siddiqui, 1975 | liquid phase; solvent: n-Hexane |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Gerasimov, Blokh, et al., 1986
Gerasimov, P.A.; Blokh, E.L.; Gubareva, A.I.; Gazhdiev, S.N.,
Standard heats of formation of intermediates of vitamin A,
Termodin. Org. Soedin., 1986, 26-27. [all data]
Freedman, Bagby, et al., 1989
Freedman, B.; Bagby, M.O.; Khoury, H.,
Correlation of heats of combustion with empirical formulas for fatty alcohols,
J. Am. Oil Chem. Soc., 1989, 66, 595-596. [all data]
Wirth, Droege, et al., 1956
Wirth, H.E.; Droege, J.W.; Wood, J.H.,
Low temperature heat capacity of palmitic acid and methyl palmitate,
J. Phys. Chem., 1956, 60, 917-919. [all data]
Chickos, Braton, et al., 1991
Chickos, J.S.; Braton, C.M.; Hesse, D.G.; Liebman, J.F.,
Estimating entropies and enthalpies of fusion of organic compounds,
J. Org. Chem., 1991, 56, 3, 927, https://doi.org/10.1021/jo00003a007
. [all data]
Gaikwad and Subrahmanyam, 1985
Gaikwad, B.R.; Subrahmanyam, V.V.,
Melting behavior of fatty alcohols and their binary blends.,
J. Indian Chem. Soc., 1985, 62, 513. [all data]
Wirth, Droege, et al., 1956, 2
Wirth, H.E.; Droege, J.W.; Wood, J.H.,
Low Temperature Heat Capacity of Palmitic Acid and Methyl Palmitate,
J. Phys. Chem., 1956, 60, 917. [all data]
Whitmore, Sutherland, et al., 1942
Whitmore, F.C.; Sutherland, L.H.; Cosby, J.N.,
Higher Hydrocarbons. I. Seven Alkyl Substituted Docosanes.,
J. Am. Chem. Soc., 1942, 64, 1360. [all data]
van Genderen, van Miltenburg, et al., 2002
van Genderen, Aad C.G.; van Miltenburg, J. Cees; Blok, Jacobus G.; van Bommel, Mark J.; van Ekeren, Paul J.; van den Berg, Gerrit J.K.; Oonk, Harry A.J.,
Liquid--vapour equilibria of the methyl esters of alkanoic acids: vapour pressures as a function of temperature and standard thermodynamic function changes,
Fluid Phase Equilibria, 2002, 202, 1, 109-120, https://doi.org/10.1016/S0378-3812(02)00097-3
. [all data]
Krop, Velzen, et al., 1997
Krop, Hildo B.; Velzen, Martin J.M.v.; Parsons, John R.; Govers, Harrie A.J.,
Determination of environmentally relevant physical-chemical properties of some fatty acid esters,
J Amer Oil Chem Soc, 1997, 74, 3, 309-315, https://doi.org/10.1007/s11746-997-0142-9
. [all data]
Chickos, Hosseini, et al., 1995
Chickos, James S.; Hosseini, Sarah; Hesse, Donald G.,
Determination of vaporization enthalpies of simple organic molecules by correlations of changes in gas chromatographic net retention times,
Thermochimica Acta, 1995, 249, 41-62, https://doi.org/10.1016/0040-6031(95)90670-3
. [all data]
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]
Husain, Sarma, et al., 1993
Husain, Sajid; Sarma, P. Nageswara; Swamy, G.Y.S.K.; Devi, K. Sita,
Determination of physicochemical properties of some fatty acid methyl esters by gas liquid chromatography,
J Am Oil Chem Soc, 1993, 70, 2, 149-155, https://doi.org/10.1007/BF02542618
. [all data]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Rose and Schrodt, 1963
Rose, Arthur; Schrodt, Verle N.,
Correlation and Prediction of Vapor Pressures of Homologs. Use of Structure Parameters and Gas Chromatography Data.,
J. Chem. Eng. Data, 1963, 8, 1, 9-13, https://doi.org/10.1021/je60016a002
. [all data]
Scott, Macmillan, et al., 1952
Scott, T.A., Jr.; Macmillan, D.; Melvin, E.H.,
Vapor pressures and distillation of methyl esters of some fatty acids,
Ind. Eng. Chem., 1952, 44, 172-175. [all data]
Bonhorst, Althouse, et al., 1948
Bonhorst, Carl W.; Althouse, Paul M.; Triebold, Howard O.,
Esters of Naturally Occurring Fatty Acids - Physical Properties of Methyl, Propyl, and Isopropyl Esters of C 6 to C 18 Saturated Fatty Acids,
Ind. Eng. Chem., 1948, 40, 12, 2379-2384, https://doi.org/10.1021/ie50468a031
. [all data]
Davies and Kybett, 1965
Davies, M.; Kybett, B.,
Sublimation and vaporization heats of long-chain alcohols,
Trans. Faraday Soc., 1965, 61, 1608. [all data]
King and Garner, 1936
King, A.M.; Garner, W.E.,
The heats of crystallization of methyl and ethyl esters of monobasic fatty acids, 1936, J. [all data]
Nikolic, Marinovic-Cincovic, et al., 2003
Nikolic, R.; Marinovic-Cincovic, M.; Gadzuric, S.; Zsigrai, I.J.,
New materials for solar thermal storage---solid/liquid transitions in fatty acid esters,
Solar Energy Materials and Solar Cells, 2003, 79, 3, 285-292, https://doi.org/10.1016/S0927-0248(02)00412-9
. [all data]
Chickos, Zhao, et al., 2004
Chickos, James S.; Zhao, Hui; Nichols, Gary,
The vaporization enthalpies and vapor pressures of fatty acid methyl esters C18, C21 to C23, and C25 to C29 by correlation -- gas chromatography,
Thermochimica Acta, 2004, 424, 1-2, 111-121, https://doi.org/10.1016/j.tca.2004.05.020
. [all data]
Acree, 1993
Acree, William E.,
Thermodynamic properties of organic compounds,
Thermochimica Acta, 1993, 219, 97-104, https://doi.org/10.1016/0040-6031(93)80486-T
. [all data]
Rogers and Siddiqui, 1975
Rogers, D.W.; Siddiqui, N.A.,
Heats of hydrogenation of large molecules. I. Esters of unsaturated fatty acids,
J. Phys. Chem., 1975, 79, 574-577. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid S°solid,1 bar Entropy of solid at standard conditions (1 bar) Tboil Boiling point Tfus Fusion (melting) point ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔfusH Enthalpy of fusion ΔrH° Enthalpy of reaction at standard conditions ΔsubH Enthalpy of sublimation ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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